Welcome to our Sissy Training Guide. The road to becoming a submissive, girly sissy is not an easy one. It takes dedication, commitment, and a strong desire to transform from a macho male into the type of girl that can make men hard and women envious.

While some may be content with simply wearing panties and watching sissy porn, a true sissy is dedicated to fully embracing femininity. She strives to become the ultimate sissified slut, making any cisgendered girl jealous.

A real sissy is willing to put in the time and effort for long-term transformation. She understands that becoming the perfect fuck-doll will require more than just superficial changes like pretty lingerie or makeup.

All her life, she has struggled to fit into a mold that was never meant for her…the mold of a man. It will require significant time, effort, and dedication to remove any remaining traces of her masculine identity.

This is not just a simple makeover or renovation project. This is a complete demolition and rebuilding of who she is from the ground up.To be fair and honest, not every sissy is ready for this level of transformation. There are many circumstances in life that can prevent someone from fully embracing their sissy side.

This Comprehensive Sissy Training Guide is specifically designed for those ready to take the plunge headfirst and fully immerse themselves in sissification. It will include challenging tasks, intense conditioning exercises, and strict behavior modifications.

If you’ve been searching for guidance on how to properly train as a sissy, then you have come to the right place.

Sissy Training Basics

We are starting from the very beginning. The fundamentals of your sissification journey may not be glamorous or alluring like the image above. However, they are essential. This guide to sissy training will be thorough in its approach. You will take one small but significant step at a time, guided with each perfectly placed high-heeled stride. The first step is choosing your sissy name.

Your Sissy Name

I’ve noticed that many sissies initially choose a variation of their male name for their sissy identity. For example, Mike would become Michelle. While there is nothing inherently wrong with this, it lacks creativity. Instead, I encourage you to spend some time researching other potential names online.

Look for both first and last names, even if you don’t think you need a sissy last name. You never know when a last name can make for a cute first name, like ‘Maddison’. Don’t take the easy way out – have fun and be imaginative in choosing your sissy name.

Your Sissy Email

Make sure your email reflects your sissy identity. Using an email like michaelbrown@ or truckbuilder@ doesn’t quite scream “sissy.” Try something more fitting, like michelle@ or sissyfuckdoll@. Your email is a simple way to showcase your sissy status, so no need for further explanations – just go ahead and make the change.

Financing Your Sissification

To begin your journey as a sissy, you will need some funds. Embracing your sissyhood will become one of your top priorities. There are essential items such as butt plugs, dildos, lip gloss, and panties that every sissy must have. It’s important to plan and budget for these necessary expenses.

Panties

To start, purchase a single pair of panties. Different brands and styles will fit and feel differently on your body, so it’s best to try one pair at a time. This will help you determine what style and size suits you best. A great place to begin your search is B2BODY (formerly Barbra Lingerie).

Their panties typically have a larger front panel to accommodate for the eventual decrease in your male anatomy size. Furthermore, their gusset/crotch liner is open-ended and will come in handy later on. Not to mention, they are reasonably priced.

Training Journal

To fully commit to sissy training, it is imperative that you track and document your progress. This can be done through a physical notebook or an app specifically for a “sissy journal.”

It is important to keep record of things such as changes in habits, behavior, body measurements, weight loss, and orgasms. Your sissy journal will also serve as a helpful place to make a list of all the feminine items you will need to acquire.

Take some time to organize these fundamental aspects of sissy training before continuing on with further steps.

Sissy Conditioning

How convenient it would be if a simple switch could transform me from a boy to a girl in an instant. But unfortunately, years of being conditioned as a male make that possibility slim. It will take a lot of work to re-program and re-condition myself.

Turning my masculine mindset into one of an obedient sissy will require a complete brainwash. However, with dedication and this sissy training guide, I believe it is possible to fully embrace an ultra-feminine persona.

Sissy Mantra

It’s okay to start with just these affirmations, but as you progress in your sissy conditioning, you may want to add more. It is important to embrace and affirm your true self during this process. Here are a few examples:

• I enjoy being conditioned to submit
• Wearing delicate panties arouses me
• Embracing my femininity makes me feel empowered
• Sexual denial is a fulfilling experience for me
• I feel confident and attractive when I look feminine
• I feel aroused by following instructions

To assist you further, here is a complimentary Sissy Mantra mp3 file that you can download.

Daily Sissy Arousal Ritual

A well-trained sissy lives in a constant state of erotic excitement, unlike the typical male who experiences peaks of sexual desire followed by a refractory period.

Sissies are trained to be refined, controlled, and consistent in their behavior, using their sexuality to spread love and acceptance in the world.
To train yourself as a compliant creature, establish a daily ritual of arousal. Put on a pair of panties and collect twelve photos of women who epitomize your desired femininity.

Set aside 15-20 minutes each day at the same time and tuck your cock between your legs. As you scroll through your photo collection, gently rub or nub the tip of your clitty with one finger only.

You will only perform this activity by gently touching the delicate fabric of your panties. This daily routine will serve to train you in three crucial ways:

1. You will learn to find pleasure in self-stimulation as a woman;
2. You will associate this pleasure with an image of who you aspire to be; and
3. You will condition yourself to become sexually aroused without reaching orgasm.

While performing this sissy arousal ritual every day, while reciting your personal mantra, your ultimate goal should be to train your genitals to remain soft and unresponsive. It may take some time, but it is vital that you change your conditioned response to sexual stimulation.

Sissy training will teach you how to experience pleasure without always needing an orgasm. Just like most women don’t climax every time they engage in sexual activity, neither will you as a sissy! However, it is not recommended to completely eliminate orgasms from the equation. For now, you can still enjoy them occasionally.

Establishing an Orgasm Schedule

As you gently rub your clitoris, you will feel an intense arousal building within you. You may even reach climax and have some leakage. Just make sure to use one finger to lightly rub the tip of your clitoris through your panties.

It is important for you to follow a strict orgasm schedule as part of your sissy training. Start by spacing out releases to once a week, on a designated day where you reward yourself for good behavior. If you can’t go a week without releasing, then you are not ready for this level of sissy training.

During this early stage of training, it is crucial to establish that male-like orgasms are no longer allowed. No more rough masturbation or penetrative sex. If your partner needs satisfaction, you can either use a strap-on or find someone else to fulfill their needs.

Eventually, the time between orgasms will need to be extended in order to fully embrace sissification. This can be achieved by locking your clitoris in a chastity device, which is highly recommended and often required.

To prepare for this, it is important to properly size yourself for a chastity cage. Use this helpful guide to ensure a comfortable fit.

Long-term chastity means exactly that – long term. Therefore, having a properly sized and comfortable chastity device is crucial for successful training.

Sissy Hypno

To speed up your sissy conditioning, you can listen to or watch sissy hypnosis recordings. For those who prefer videos, there are plenty available online. The great thing about audio files is that you can listen to them at any time and in any place.

Check out my list of recommended sissy hypnosis websites on my Sissy Resources Page, located in the Sissy Hypno section.

Lip Gloss

Like most women, you should be applying lipstick or lip gloss to your lips every day. If you haven’t started already, buy some lip gloss and make sure to apply it multiple times throughout the day. This small act can further enhance your sissy conditioning program in a subtle way.

Fashion Magazines and Sites

It’s crucial that you start incorporating regular reading of women’s fashion magazines into your routine. These publications offer unique fashion and makeup tips that you may not come across otherwise.

Additionally, websites like Pinterest can also provide inspiration. But having a few physical copies of magazines in your home will make you feel more feminine and sophisticated.

This is a partial list—with links—for sissy fashion ideas:

• Elle
• InStyle
• Marie Claire
• Vogue
• Glamour
• Grazia
• Cosmopolitan
• PopSugar
• VivaLuxury
• YesStyle
• BeAsia
• People
• VIVA (Japanese)
• Cromos (Spanish)

Get Your Ears Pierced

There is no excuse for a sissy not to have her ears pierced. It is perfectly acceptable for men to have pierced ears in today’s society, even if they present as male. If you are serious about your sissification journey – as you should be if you’re following this training guide – then simply go and get it done.
Under no circumstances should you have your ears pierced at the mall with an ear piercing gun. Instead, opt for a specialized hollow piercing needle which creates a clean, circular hole by removing a small section of ear tissue.

For those who do not want to spend money on a professional piercing studio, it is possible to do it yourself at home. Sterilized 16 gauge piercing needles and stainless steel studs can be purchased online. I prefer using a 16 gauge needle so that there is enough room for various earring sizes in the future.

There is a common belief that only a professional should handle piercings, but this is not entirely true. It does not require advanced skills, and I have proof in the form of a YouTube video:
The one thing she doesn’t do in the video – which I always do – is use a piercing stud that fits into the needle. After passing the needle through the ear, simply place the stud into the hollow end and push it through in one smooth motion.

This method prevents the hole from closing before you can insert the earring.

The biggest mistake people make during aftercare is constantly playing with their studs: twisting and fiddling with them. Aside from cleaning them daily with rubbing alcohol or hydrogen peroxide, just leave them be and allow them to heal.

Sissy Shaving

For sissies, having a smooth and hairless body is essential. Just like with getting ear piercings, it is now widely accepted for men to shave all over. This process of conditioning is meant to make you think and behave like a girl.

Girls do not have body hair. Women typically shave their legs, armpits, and pubic area. Sissies should shave their entire bodies.

The sensation of sliding nylon stockings over freshly shaven legs is unmatched. Begin by shaving your legs before putting on nylons.

Sissification involves transforming yourself into a feminine girl. It’s time to begin acting like one. If you need guidance on shaving or removing hair, I have written articles on both topics.

Sissy Nail Care

Now is the time to start taking proper care of your nails, just like any other girl would. Although you are already a girl, it’s important to match your outside appearance with what’s going on inside your mind. Let your nails grow out until they reach the end of your fingertips; this won’t interfere with your daily life in any way.

Then, make sure to keep them neatly filed and shaped. To complete the look, apply a clear, matte polish. Your nails should be well-maintained and feminine, just like any “genetic girl” out there. By keeping the ends smooth and even, you can avoid snagging your nylon stockings when pulling them up over your freshly shaved legs.

Begin Growing Your Hair

If you have a decent amount of hair on your head, it’s time to let it grow out. Just like with pierced ears and shaving, there are plenty of guys who proudly rock long locks—so why not join them? It may take some time for your hair to reach your desired length, but in the meantime, you can keep the ends trimmed to give the illusion of control.

And when it finally does get long enough during your sissy training, you can experiment with different hairstyles. Of course, if you’re not fortunate enough (or young enough) to have thick hair, that’s where wigs come in handy for most sissies.

Anal Stimulation and Stretching

It is important to prepare your sissy pussy to comfortably receive penetrative objects. There are three main reasons for this:

1. You are now a sexual receiver, not a penetrator, as part of your sissification process.
2. Even if you do not enjoy men or their penises, much of your pleasure will come from dildos and vibrators.
3. As you become more immersed in your sissy training, your sensitive areas may shift to the base of your former penis, across the perineum, and eventually to your sissy pussy.

No matter how tight or inexperienced your sissy pussy may feel at the moment, it is possible – and necessary – to stretch it out in order to accommodate any toys or partners that may come your way. If that happens to be a well-endowed man, you need to be able to take him without discomfort.

A great place to begin is by inserting a butt plug as part of your daily sissy ritual. With something inside your vagina and reciting your sissy mantra while rubbing yourself through your panties, you will learn to associate sexual pleasure with being penetrated. Once wearing a butt plug becomes comfortable, it’s time to upgrade to a dildo.

Start small or medium-sized as it will take some time to stretch out your pussy. As you progress in your sissy training, you will soon crave the feeling of being filled up. Eventually, it will become an essential part of your routine.

A Flat Feminine Front

It is crucial for a sissy to present themselves with a flat, feminine appearance in public. Depending on the size of your genitals (or lack thereof), you may not need any fancy methods or tools to effectively conceal them.
As mentioned earlier, most panties have a crotch liner that is open-ended and narrow. This provides a perfect space to tuck your flaccid penis into. It is also possible to push your testicles back up into the sockets inside your abdomen, where they used to reside before descending.

If this is not feasible for any reason (such as a hernia patch), don’t worry. You can simply pull your testicles up towards the top of your panties, giving you a sultry camel-toe look.

And don’t fret about getting aroused while tucked; it rarely happens when you are being restricted like this.

Besides, after listening to lots of limp clitty training hypno files, having a small, soft clitty will become the new normal for you.

To help motivate you in that downward direction, this Itty Bitty Clitty mp3 file will inspire your clitty to be what it was meant to be—perpetually limp… and useless.

Once your clitoris is tucked away inside your panty liner, you should be ready to go. However, if you plan on wearing a bikini bottom to the beach, you may need to use tape to keep everything in place.

Now that your sissy training is progressing, let’s focus on presenting yourself physically as an ultra-feminine sissy.

Sissy Poise, Presence and Comportment

While it’s important for sissies to focus on makeup and fashion, it’s equally crucial to learn how to move and behave in a feminine way. Women have a distinct grace and fluidity in their movements, whether they’re doing mundane tasks like washing dishes or simply walking down the street.

Peeing

Going to the bathroom could just as well been put under conditioning as sitting to pee will make you feel like a girl. Might as well get used to it. So start making it a habit to pull down your panties and pee in the gender-appropriate fashion.

When you have yourself looking good enough to venture out in public, you will be using the women’s restroom and you will definitely have to sit to pee in there.

Eating

It may have already caught your attention that women have a different way of eating compared to men. They take their time and eat with delicate movements, savoring each bite.

Their portions are typically smaller, unlike the large, pig-like helpings that some men may prefer. Women also use their teeth to gently remove food from their utensils, keeping their lipstick intact for longer.

Another distinctive trait is their slow pace of eating, taking small bites and chewing them for an extended period. Women also tend to place their utensils back on the table in between bites, consciously slowing down the process even more.

When handling utensils, ladies possess a refined technique of holding them lightly, never in a rough or “cave-man-like” grip. And when it comes to drinking, women usually hold the glass or cup with only their thumb and first two fingers, while gracefully keeping the last two fingers slightly flared away from the glass.

Sitting

Proper sitting posture is a dead-give-away as to your gender. Sissies should always enter the sitting position with a straight back—then keep it straight-as-a-board while sitting.

If you’re wearing a skirt or dress, then you want to lightly spread your dress out under your ass before settling into the seat of the chair or couch. This helps to keep wrinkles from forming in the material.

While in the sitting position, your legs should be either crossed or angled off to one side with the knees together. Never, never, ever, sit with your legs open—even while wearing jeans—or with one ankle crossed over the knee like a man.

This video will show you how to sit elegantly, like a lady:

Standing

The feminine form is all about proper posture. Girls stand with their shoulders pulled back, the pelvis tilted slightly forward and the legs straight. This naturally pushes your breasts out, showing them off in a not-so-subtle manner.

Your arms can be left lightly dangling at your sides, palms facing forward. One hand can be placed on the hip—but never both! It’s also permissible to lightly fold your arms together in front of you.

The feet should be positioned with one foot slightly forward, placed at a 45 degree angle. Standing with both legs wide apart is considered a dominate stance and never appropriate for a sissy.

Bending Down

Proper technique is necessary when bending down or squatting to pick up an item or examine something at a lower level. One should never bend at the waist, as that is a sign of weakness. While it may be tempting to do so, especially while wearing heels, it is not the graceful way to perform such actions.

Just like sitting, bending should be done with a straight back and head held high. A quick glance downwards with the eyes can allow you to see what you are picking up without compromising your posture.

Walking in Heels

To walk in a feminine manner, start by standing with your shoulders back and your pelvis tilted slightly forward. If you want to truly embody femininity, aim to wear high heels 90% of the time.

Once you have perfected the proper stance, take small steps while walking in a straight line, placing one foot directly in front of the other. Place your heel on the ground first, followed by the ball of your foot in a controlled and deliberate motion.

As the front leg takes a step, it should be completely straight with the knee locked. The elbows should rest lightly at the sides while the forearms sway gently back and forth, palms facing slightly outwards. Maintain a confident gaze ahead, rather than looking down at your feet.

Confidently walking in heels exudes femininity. Few will question your gender when you move with ease in heels. Watch this video for guidance:

Females possess a fluid grace that is the opposite of masculine. Observe how women confidently carry themselves while sitting, standing, bending down, or walking. It should become a goal to learn and embody this graceful feminine demeanor.

Sissy Elegance and Refinement

Female Body Differences

Recognizing the physical differences between females and males is crucial in understanding the process of feminization. Typically, women have wider hips and a smaller waist, giving them the desired hourglass shape. Additionally, their shoulders are narrower, providing a more delicate appearance. When it comes to facial features, women usually have minimal facial hair to manage.

They also tend to have a smaller head, a narrower jawline and chin, and less pronounced brow bones. These masculine characteristics can be effectively minimized through expert makeup application.

Makeup will be covered extensively in Part 2 of this Complete Sissy Training Guide.

Measure Up

It’s important for a sissy to establish a body benchmark so as to track her feminine refinement progress. Obtain a cloth or fabric tape measure and record:

• neck
• chest
• underbust (necessary for bra sizing)
• waist
• hips
• left and right thighs (separate measurements)
• calves
• upper arms

You will want to re-measure every couple of months so as to track your progress. As you lose weight while working out your booty in the quest for that beautiful bubble-butt-of-your-dreams, those measurements will be changing in the proper direction.

More Panties

Once you have determined your preferred size and style of underwear, it is necessary to purchase at least seven pairs – one for each day of the week. From now on, panties will be a daily essential and must also be worn to bed every night.

There are no exceptions to this rule! It is crucial in solidifying your feminine identity.

Bra and Breast Forms

It’s also time to buy your first bra. Like panties, purchase just one at first so that you can dial-in your proper size and preferred style. Be aware that lingerie companies size their bras differently. One size from one brand does not necessarily mean it will fit the same as another brand.

With those things in mind, here is a bra size calculator—for sissies—that will help immensely.

https://www.hourglassfigure.co.uk/bra-and-breastform-size-calculator-14-w.asp

Not too-many things will make you feel more feminine than a set of silicone breast forms. Upgrading from stuffing your bra with panties or nylon stockings will make a HUGE difference with how you feel about your femininity. Although these do not need to be expensive, buying the best quality that you can afford is being sissy-smart.

Newer, less experienced sissies tend to over-do things in the size department. In reality, a ‘B’ cup is usually plenty big enough. Tits tend to look bigger under a tight fitting sweater or blouse.

Anyway, buy your bra, then get appropriately sized forms to fill it out. For me, a set of breast forms were the best girly thing that I ever bought—and that’s coming from a high heel fetishist.

Padded Butt and/or Hip Enhancers

One hindrance to your sissification process will be the inability to make your hips wider through diet and exercises. Your butt is an exception, but it will take a metric-ton of work to turn it into a bad-ass-booty.

To help achieve that much-sought-after-bubble-butt, you can buy butt-lifting and hip-enhancing shapewear. Although not inexpensive, these sissy things can make a big difference in how you present your ass to the public—or to your mirror.

Sissy Workout Outfit

If you want to enhance your femininity, it’s crucial to focus on improving your physical appearance. This means incorporating exercise into your routine.

And why not do it in a sissy-style? Simply grab a pair of sleek workout tights and a supportive sports bra to make you feel ultra-feminine while shaping your figure into a more feminine silhouette.

Yoga

You can use your newly acquired workout clothes to do yoga. Practicing yoga will take your femininity to a new level. You’ll become more flexible—like a girl is—and learn to move more gracefully.

If you can’t join a yoga studio, it’s easy enough to practice yoga at home. There are way-too-many awesome YouTube yoga channels to mention here. It’s also well-worth reading my article: 7 Reasons Why Every Sissy Should Practice Yoga.

Arched Eyebrows

As already noted above, men have a protruding browline. You can make that part of your face less prominent—and much more feminine looking—by shaping your eyebrows. Buy yourself a quality pair of tweezers and start tweezing away.

Yes, it might hurt a little but… beauty is a bitch. Always tweeze from below. You’re going for a high-arching brow, which means that you want to leave the upper hairs while removing the lower ones.

Makeover Videos

Makeup is an essential element in refining your feminine appearance. You may already know this, but it’s important to start practicing if you haven’t already.

Genetic women have years of experience in applying makeup every day, which explains why they are so skilled at it! Even just dedicating one day a week to doing your makeup will greatly enhance your femininity. It may take some time to become proficient, but with practice, you will get there. If sissification is something you’re serious about, then mastering the art of makeup application is crucial.

Start by watching makeup tutorials on YouTube and decide what look you want to achieve. Set aside a couple of hours each week to practice and improve. Here’s a helpful video to get you started:

Fashion Ideas

Women’s fashion magazines can provide endless inspiration for makeup and style ideas. As mentioned earlier, I have provided a list of these magazines with links for your convenience. While you can easily access them online, having hard copies in your home can also be beneficial. Just seeing them scattered around can make you feel more feminine and girly.

Fashion magazines are experts at showcasing clothing, shoes, makeup, and fragrances in the most alluring way possible. They have a knack for making women feel beautiful and sexy, which are exactly the types of feelings you want to cultivate within yourself.

This is the End… of Part 1 Sissy Training

You’ve come a long way sissy. Up to this point we’ve covered:

• The Sissy Basics
• Sissy Conditioning
• Sissy Poise, Presence and Comportment
• Sissy Elegance and Refinement

Part 2 of The Complete Sissy Training Guide includes:

• Establishing Your Sissy Persona
• Sissy Desire – Sexual Reprogramming
• Your Sissy Slut Factor
• Dollification
• Developing Your Sissy Body